Lot numbers can be found on the outside label of a product:
2,6-Dichloro-4-pyridinamine
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CAS No. 2587-02-2
- Cat. No. CS-W008199
- Purity≥98%
- MDL No.MFCD00052832
*For research and further manufacturing use only, not for direct human use.
Structure of 2587-02-2
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General Information
- CAS No. 2587-02-2
- Cat. No. CS-W008199
- Purity ≥98%
- MDL No. MFCD00052832
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₄Cl₂N₂
- Molecular Weight 163.01
- Synonym(s) None
- SMILES ClC1=CC(N)=CC(Cl)=N1
Description
2,6-Dichloro-4-pyridinamine serves as a key heterocyclic building block for pharmaceutical intermediates and agrochemical synthesis. The molecule features two electron-withdrawing chlorine substituents at the 2- and 6-positions, enhancing electrophilicity at the 4-position where the amino group is anchored. This configuration enables efficient coupling reactions under mild conditions. The compound exhibits bench-stable handling characteristics and compatibility with diverse reaction systems.
Application
2,6-Dichloro-4-pyridinamine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. Its dual chlorine substituents provide orthogonal reactivity for sequential functionalization, while the primary amine facilitates derivatization and conjugation. Bench-stable and readily purified, it functions effectively in medicinal chemistry and agrochemical research workflows.
Synthesis
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Route1
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In-stock
25194-01-8 - ~93%
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In-stock
2587-02-2
References
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Xuanzhu Pharmaco., Ltd. Patent: EP2524917 A1, 2012 ; Location in patent: Page/Page column 58-59 ;
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Route2
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In-stock
5398-44-7 -
76-05-1 - ~75%
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In-stock
2587-02-2
References
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The Regents of the University Of California Patent: WO2004/46103 A2, 2004 ; Location in patent: Page 33-34; 39-40 ;
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References
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Altenbach, Robert J.; Adair, Ronald M.; Bettencourt, Brian M.; Black, Lawrence A.; Fix-Stenzel, Shannon R.; Gopalakrishnan, Sujatha M.; Hsieh, Gin C.; Liu, Huaqing; Marsh, Kennan C.; McPherson, Michael J.; Milicic, Ivan; Miller, Thomas R.; Vortherms, Timothy A.; Warrior, Usha; Wetter, Jill M.; Wishart, Neil; Witte, David G.; Honore, Prisca; Esbenshade, Timothy A.; Hancock, Arthur A.; Brioni, Jorge D.; Cowart, Marlon D. Journal of Medicinal Chemistry, 2008 , vol. 51, # 20 p. 6571 - 6580
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 38.91
- LogP 1.9706
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 0
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Key Words
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